[8-(3-fluoro-phenyl)-7-methyl-7H-purin-6-yl]-(4-methoxy-benzyl)-amine | 1092101-38-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: [8-(3-fluoro-phenyl)-7-methyl-7H-purin-6-yl]-(4-methoxy-benzyl)-amine
• 英文别名: 8-(3-fluorophenyl)-N-[(4-methoxyphenyl)methyl]-7-methylpurin-6-amine
• CAS: 1092101-38-6
• 化学式: C₂₀H₁₈FN₅O
• 分子量: 363.394
• InChiKey: XGMONMIUONORKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  64.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  6-benzylsulfanyl-8-(3-fluoro-phenyl)-7-methyl-7H-purine 、 4-甲氧基苄胺 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 正丁醇 为溶剂， 反应 8.0h， 生成 [8-(3-fluoro-phenyl)-7-methyl-7H-purin-6-yl]-(4-methoxy-benzyl)-amine
  参考文献：
  名称：

  Novel 8-arylated purines as inhibitors of glycogen synthase kinase

  摘要：

  A series of 8-arylated purine derivatives bearing either an aniline or an alkyl amide at position 6 were found to inhibit glycogen synthase kinase-3, with good selectivity over ten kinases. Molecular modeling studies indicated that the most active compounds (8a and 8e), adopt a planar conformation, close to the shape of AMPPNP in the crystal structure of GSK-3. These compounds are stabilized by hydrophobic contacts between the 8-aromatic group and the protein adenine pocket and by electrostatic contacts. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.04.026

文献信息

• Synthesis of 6,7,8-Trisubstituted Purines via a Copper-Catalyzed Amidation Reaction
  作者：Nada Ibrahim、Michel Legraverend

  DOI：10.1021/jo802248g

  日期：2009.1.2

  We report herein an efficient method for the synthesis of 6,7,8-trisubstituted purines via a copper-catalyzed amidation reaction from easily accessible starting materials. Furthermore, the resulting 6-benzylsulfanyl-substituted purine derivatives may be readily oxidized for substitution by nucleophiles to give access to 6,7,8- trisubstituted purines for biological screening purposes.